Compare Vacation Rentals & Airbnb in Cortona

459 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • priceline
  • tripadvisor
  • tripcom
  • sonder
  • homestay
  • hostelworld
  • hotelscom
  • agoda
Cortona vacation rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

459 Rentals and Airbnb in Cortona

Best family friendly Cortona vacation rentals

Among the 459 accommodations in Cortona, here are the 4 best family friendly rentals

Casa Samuela - Together In Tuscany - Cortona
9.5 74 reviews
Cortona
24/08 – 27/08
$270/nighttotal: $810 (3 )

Casa Samuela - Together In Tuscany

2 2
apartment , Cortona
Casa Samuela is a comfortable apartment located in Cortona, just 30 kilometres from Piazza Grande and 37 kilometres from Montepulciano Terme, offering easy access to the historic centre and surrounding Tuscan countryside. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
Casa Samuela has two bedrooms and one bathroom, comfortably accommodating up to three guests. This charming apartment features a fully equipped kitchen, a private terrace with peaceful street views, and a garden, perfect for enjoying the Tuscan sunshine and relaxing after a day of exploring.
Antica Cortona - Cortona
9.4 12 reviews
Cortona
27/06 – 01/07
$240/nighttotal: $960 (4 )

Antica Cortona

1 4
apartment , Cortona
Antica Cortona apartment rental is situated in Cortona, approximately 32 kilometres from Piazza Grande and 50 kilometres from Perugia Cathedral.
This 65 square metre self-catering flat sleeps two, boasting a bedroom, living room, bathroom, fully equipped kitchen, private garden, seasonal swimming pool (June-September), free Wi-Fi, and private parking.
Casa Luna, Il Cuore Di Cortona! - Cortona
9.3 123 reviews
Cortona
24/08 – 27/08
$173/nighttotal: $519 (3 )

Casa Luna, Il Cuore Di Cortona!

2 2
apartment , Cortona
This apartment is ideally situated in Cortona's historic centre, just 30 kilometres from Corso Vannucci and 21 kilometres from the Magione Motorspeedway. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The apartment offers two bedrooms and a modern bathroom, comfortably accommodating up to four guests. Enjoy amenities such as a fully equipped kitchen, free Wi-Fi, a DVD player, and the convenience of parking, plus a shared swimming pool for relaxation.
Il Giardino Degli Ulivi | Casa Loggia - Cortona
9.8 13 reviews
Cortona
17/09 – 15/10
$155/nighttotal: $4340 (28 )

Il Giardino Degli Ulivi | Casa Loggia

1 3
gîte , Cortona
Agriturismo "Il Giardino degli Ulivi" is a self-catering holiday home located 3km from Cortona, in the Tuscan countryside, offering easy access to the historic centre.
This two-bedroom, two-bathroom apartment, 'La Loggia', sleeps six guests and boasts a private furnished outdoor space, shared access to a 7m x 14m swimming pool, a wood-fired oven, and free Wi-Fi; it also includes a fridge, freezer, and dishwasher.

Best Cortona vacation rentals with a balcony

Villa Elisa By Posarellivillas - Cortona
Cortona
17/09 – 15/10
$474/nighttotal: $13272 (28 )

Villa Elisa By Posarellivillas

4 3
house , Cortona
Villa Elisa is situated in Camucia, a short distance from the historic town of Cortona and just 15 kilometres from Lake Trasimeno. This peaceful location offers easy access to the region's attractions, allowing you to explore the beauty of Tuscany at your leisure.
This spacious 170 square metre villa comfortably accommodates up to 8 guests in its 4 bedrooms and 3 bathrooms. The property features a private swimming pool, a terrace, a garden, and a fully equipped kitchen, providing everything you need for a relaxing and enjoyable stay.
Agriturismo Le Celle - Cortona
9.9 28 reviews
Cortona
27/06 – 01/07
$925/nighttotal: $3700 (4 )

Agriturismo Le Celle

4 4
house , Cortona
Agriturismo Le Celle is a charming villa located just 31 km from Cortona's historic Piazza Grande, offering a peaceful setting outside the bustling town centre. This property enjoys excellent user, location and cleanliness ratings.
The villa spans 130 square metres and features four bedrooms. Guests can enjoy a private pool, a shared outdoor pool, a garden with barbecue facilities, free Wi-Fi, and private parking.
La Casa Sui Tetti - Cortona
10 4 reviews
Cortona
27/06 – 01/07
$247/nighttotal: $988 (4 )

La Casa Sui Tetti

2 4
apartment , Cortona
La casa sui tetti, a two-bedroom apartment in Cortona, is situated approximately 30 km from Piazza Grande and offers peaceful accommodation with private parking and a terrace.
This 70-square-metre self-catering flat sleeps six, boasting two bathrooms, air conditioning, Wi-Fi, a fully equipped kitchen including a dishwasher, and a flat-screen TV; Montepulciano Terme and Perugia are also within easy driving distance.
Casa Fontelunga, Tuscan Holiday Villa With Private Pool - Cortona
9.4 13 reviews
Cortona
27/06 – 01/07
$685/nighttotal: $2740 (4 )

Casa Fontelunga, Tuscan Holiday Villa With Private Pool

3 4
apartment , Cortona
This three-bedroom holiday home is situated in a tranquil rural setting, approximately 5km from Santa Maria delle Grazie and within 10km of Cortona's San Domenico Church and Signorelli Theatre.
The property boasts a private pool, barbecue, Wi-Fi, and a well-equipped kitchen including a fridge, microwave, and dishwasher, perfect for families or groups of up to six guests seeking a relaxing Tuscan escape.

Frequently Asked Questions about vacation rentals in Cortona

Destinations nearby

Best Cortona vacation rentals with a sauna

Villa In Cortona With Pool - Cortona
8.9 154 reviews
Cortona
06/07 – 10/07
$828/nighttotal: $3312 (4 )

Villa In Cortona With Pool

3 2
house , Cortona
Villa Nigra is situated in Cortona, just 30km from Piazza Grande and 37km from Montepulciano Terme, making it an ideal base for exploring the charming Tuscan countryside. The property has received very good ratings for cleanliness and user experience, with an excellent location rating.
This holiday home offers a private swimming pool, a fitness centre, and air conditioning for a comfortable stay. Guests can enjoy a fully equipped kitchen, an outdoor terrace with barbecue facilities, free Wi-Fi, a peaceful garden, a sauna, a spa, and parking.
Beautiful Apartment For 4 People With Sauna, A/c, Wifi - Cortona
10 1 review
Cortona
24/08 – 27/08
$352/nighttotal: $1056 (3 )

Beautiful Apartment For 4 People With Sauna, A/c, Wifi

1 2
apartment , Cortona
This Cortona Old Town apartment is centrally located, 29km from Arezzo and close to the Signorelli Theatre and the Etruscan Academy Museum.
The 50 square metre flat features one bedroom, one bathroom, sleeps four, and includes a well-equipped kitchen, WiFi, air conditioning, and a sauna.
Maya Luxury Home - Together In Tuscany - Cortona
9.9 25 reviews
Cortona
24/08 – 27/08
$451/nighttotal: $1353 (3 )

Maya Luxury Home - Together In Tuscany

2 2
apartment , Cortona
Maya Luxury Home, a 95 square metre apartment in Cortona, is conveniently located for exploring Tuscany, being approximately 30.6 km from Piazza Grande and 37 km from Montepulciano Terme.
This two-bedroom, four-guest property boasts a fully equipped kitchen, a private garden, a sauna, air conditioning, Wi-Fi, and parking, offering a comfortable and relaxing stay.
Casale Margherita - Cortona
9.6 14 reviews
Cortona
14/09 – 24/09
$476/nighttotal: $4760 (10 )

Casale Margherita

2 4
house , Cortona
Casale Margherita, near Cortona, is situated approximately 30 kilometres from Piazza Grande and 35 kilometres from Montepulciano Terme, offering easy access to major Tuscan landmarks by car.
This 100 square metre property sleeps five guests in two bedrooms and two bathrooms, boasting a private pool, free Wi-Fi, a terrace with garden views, barbecue facilities, and a fully equipped kitchen including a dishwasher and microwave.

Best Cortona vacation rentals with a fireplace

La Casa Di Alba - Cortona
8.9 10 reviews
Cortona
17/09 – 15/10
$151/nighttotal: $4228 (28 )

La Casa Di Alba

2 3
apartment , Cortona
La Casa di Alba, a family-friendly apartment in Cortona, is located 29 kilometres from Piazza Grande and 49 kilometres from Perugia Cathedral, with Perugia San Francesco d'Assisi Airport 56 kilometres away.
This 80 square metre dwelling accommodates up to seven guests with two bedrooms, one bathroom, air conditioning, a well-equipped kitchen including an oven and fridge, a fireplace, a terrace with mountain views, a balcony with garden views, garden access, and complimentary private parking and WiFi.
Podere Ponticelli - Villa Overlooking Cortona - Cortona
10 1 review
Cortona
25/07 – 09/08
$1090/nighttotal: $16350 (15 )

Podere Ponticelli - Villa Overlooking Cortona

1 8
apartment , Cortona
This recently renovated ancient farmhouse, offering panoramic views of the Apennine Mountains, is situated in the Valdichiana plain at the foot of Cortona, providing convenient access to Pienza, Montepulciano, and Lake Trasimeno, all within a 30-kilometre radius.
This luxurious Tuscan villa accommodates up to 10 guests across five double bedrooms, each with an en-suite bathroom, and features a fully equipped kitchen with a wood-fired oven, two living rooms, a bar area, a grand dining room, a patio, and a garden, with Wi-Fi and parking available.
Casa Beppina Cortona - Cortona
Cortona
15/11 – 17/11
$134/nighttotal: $268 (2 )

Casa Beppina Cortona

1 1
apartment , Cortona
This two-room flat in central Cortona offers prime access to city attractions, with a bus stop 450 metres away and public parking 150 metres distant.
This 45 square metre apartment, accommodating two guests, features a kitchen with a fridge and microwave, free WiFi, and seasonal heating, and is located 20 kilometres from Lago Trasimeno.
La Casa Dei Nonni - Cortona
10 20 reviews
Cortona
17/07 – 19/07
$219/nighttotal: $438 (2 )

La Casa Dei Nonni

2 3
apartment , Cortona
This charming apartment is located in the heart of Cortona's historic centre, just a short walk from the main square, Piazza della Repubblica, and within a picturesque alleyway above the San Francesco church. It has received excellent ratings for location, cleanliness, and overall user experience.
The apartment is spread over two levels and offers two bedrooms, a living room, a kitchen with a fireplace, and two bathrooms, accommodating up to five guests. It is equipped with modern conveniences including a fully equipped kitchen, TV, Wi-Fi, washing machine, and hairdryer, making it ideal for families and couples seeking a comfortable and charming stay in Cortona.
©2026 cozycozy.com